β-Keto sulfones: preparation and application in organic synthesis

Synthesis of β‐Keto Sulfones by a Catalyst‐Free Reaction of Aryldiazonium Tetrafluoroborates, Sulfur Dioxide, and Silyl Enol Ethers

“…The application of this methodf or the synthesis of 3-sulfonyl coumarins has been demonstrated. [3a] As am ember the family of sulfones, b-keto sulfones have attracted mucha ttention due to their applications in organic synthesis as useful synthons [7,8] and their remarkableb iological activity. [9] The synthetic applicationso fb-keto sulfones have been widely demonstrated.…”

“…[9] The synthetic applicationso fb-keto sulfones have been widely demonstrated. [7,8] Thus, there is high demand for the generation of b-keto sulfones.T od ate, severalc lassic methods for the synthesis of b-keto sulfones have been reported. [10,11] For example, b-keto sulfones can be accessed through the oxidation of b-keto sulfides or through the reactiono f sodiums ulfonates with a-halo ketones.T he preparation of bketo sulfones through radicals ulfonylation of enol acetates was also reported.…”

Microwave-Assisted Synthesis and Characterization of Certain Oximes, Hydrazones, and Olefins Derived fromβ-Keto Sulfones

“…Over the past few years, sulfone derivatives have attracted considerable attention due to their broad spectrum of biological activities [1,2] and for their great importance in organic chemistry [3,4]. Among the derivatives of sulfones, special attention has been drawn to the construction and reactivity of -keto sulfones [5][6][7][8][9]. Some -keto sulfones have been reported as effective antimicrobial agents against S. aureus and C. tropicalis [10].…”

Inside Cover: Out‐of‐Cell Oxygen Diffusivity Evaluation in Lithium–Air Batteries (ChemElectroChem 12/2014)

“…Consequently, β‐keto sulfones have been described as the target of synthesis in numerous reports 3e,3i,10. Recently, Timoshenko and co‐workers reviewed their methods of synthesis and their chemical properties in addition to the applications of this important class of organic compounds 11. Among the very recent methods for the synthesis of β‐keto sulfones are a copper‐catalyzed direct oxysulfonylation of alkenes with dioxygen and sulfonyl hydrazides reported by Wang et al3e and a dioxygen triggered radical route starting from terminal alkynes developed by Lie et al3i We also recently disclosed a synthesis of β‐keto sulfones by using a AgNO 3 /K 2 S 2 O 8 catalyst system in DMF by oxysulfonylation of alkenes with dioxygen and arenesulfinates10i in contrast to the present work, which is transition‐metal‐free and uses stoichiometric amounts of reagents in water.…”